(2R,8R,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 131758
• Molecular Formular: C19H28O3
• Molecular Mass: 304.42382
• Monoisotopic Mass: 304.20384476
• SMILES: C[C@]12CCC3C(C1CC[C@@H]2O)C[C@H](C1=CC(=O)CC[C@]31C)O
• Canonical SMILES: O=C1CC[C@]2(C(=C1)[C@H](O)CC1C2CC[C@]2(C1CC[C@@H]2O)C)C
• InChI: InChI=1S/C19H28O3/c1-18-7-5-11(20)9-15(18)16(21)10-12-13-3-4-17(22)19(13,2)8-6-14(12)18/h9,12-14,16-17,21-22H,3-8,10H2,1-2H3/t12?,13?,14?,16-,17+,18-,19+/m1/s1
• InChIKey: XSEGWEUVSZRCBC-LYHOAZQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,8R,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (2R,8R,14S,15S)-8,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: 4-Androstene-6β,17β-diol-3-one; 6β, 17β,-Dihydroxyandrost-4-en-3-one; 6β-Hydroxytestosterone

Database IDs

• CAS Number: 62-99-7
• MDL Number: MFCD00171612
• PubChem SID: 162226035; 24895541; 24900687
• PubChem CID: 16219473

CALCULATED PROPERTIES

• Acid pKa: 14.545773
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.134612
• LogD (pH = 7.4): 2.134612
• Log P: 2.1346123
• Molar Refractivity: 85.9453 cm^3
• Polarizability: 33.878315 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: white to off-white
• Melting Point: ≥205 °C

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 61-40
• Safety Statements: 22-36/37/39
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H351-H360
• GHS Precautionary statements: P201-P281-P308 + P313
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C19H28O3

DETAILS

Sigma Aldrich - H2898

Biochem/physiol Actions
6β-Hydroxytestosterone is a CYP3A4 metabolite; androgenic.

Sigma Aldrich - UC282

Biochem/physiol Actions
6β-Hydroxytestosterone is a CYP3A4 metabolite; androgenic.